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https://hdl.handle.net/10356/86653
Title: | N-heterocyclic carbene-catalyzed δ-carbon LUMO activation of unsaturated aldehydes | Authors: | Zhu, Tingshun Mou, Chengli Li, Baosheng Smetankova, Marie Song, Bao-An Chi, Robin Yonggui |
Keywords: | Aldehydes Carbon |
Issue Date: | 2015 | Source: | Zhu, T., Mou, C., Li, B., Smetankova, M., Song, B.-A., & Chi, R. Y. (2015). N-heterocyclic carbene-catalyzed δ-carbon LUMO activation of unsaturated aldehydes. Journal of the American Chemical Society, 137(17), 5658-5661. | Series/Report no.: | Journal of the American Chemical Society | Abstract: | An N-heterocyclic carbene (NHC) catalyzed domino reaction triggered by a δ-LUMO activation of α,β–γ,δ-diunsaturated enal has been developed for the formal [4 + 2] construction of multisubstituted arenes and 3-ylidenephthalide. These two products, formed in a highly chemo- and regioselective manner, were obtained via different catalytic pathways due to a simple change of the substrate. The activation of the remote δ-carbon of unsaturated aldehydes expands the synthetic potentials of NHC organocatalysis. | URI: | https://hdl.handle.net/10356/86653 http://hdl.handle.net/10220/45178 |
ISSN: | 0002-7863 | DOI: | 10.1021/jacs.5b02219 | Schools: | School of Physical and Mathematical Sciences | Rights: | © 2015 American Chemical Society.This is the author created version of a work that has been peer reviewed and accepted for publication by Journal of the American Chemical Society, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/jacs.5b02219]. | Fulltext Permission: | open | Fulltext Availability: | With Fulltext |
Appears in Collections: | SPMS Journal Articles |
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N-Heterocyclic Carbene-Catalyzed delta-Carbon LUMO Activation of Unsaturated Aldehydes.pdf | 1.07 MB | Adobe PDF | View/Open |
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